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4,5-Dibromo-3-methylthiophene-2-carboxylic acid

  • CAS No. 854626-32-7

  • Cat. No. CS-0153626
  • Purity≥98%
  • MDL No.MFCD27930042

*For research and further manufacturing use only, not for direct human use.

4,5-Dibromo-3-methylthiophene-2-carboxylic acid|CS-0153626

Structure of 854626-32-7

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General Information

  • CAS No. 854626-32-7
  • Cat. No. CS-0153626
  • Purity ≥98%
  • MDL No. MFCD27930042
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄Br₂O₂S
  • Molecular Weight 299.97
  • Synonym(s) 4,5-dibromo-3-methyl-2-Thiophenecarboxylic acid
  • SMILES CC1=C(C(=O)O)SC(=C1Br)Br

Description

4,5-Dibromo-3-methylthiophene-2-carboxylic acid features a brominated thiophene core with a methyl group at C3 and a carboxylic acid at C2, enabling direct coupling in cross-coupling reactions. The dual bromine substituents enhance reactivity in Pd-catalyzed transformations, while the carboxylic acid provides a handle for derivatization. This scaffold delivers structural rigidity and electron-deficient character, suitable for advanced heterocyclic synthesis and materials development under standard conditions.

Application

4,5-Dibromo-3-methylthiophene-2-carboxylic acid serves as a versatile building block in the synthesis of substituted thiophenes and heterocyclic scaffolds. Its brominated positions enable efficient palladium-catalyzed cross-coupling reactions, while the carboxylic acid group facilitates direct derivatization or salt formation for improved solubility and purification. The molecule exhibits good bench stability and functional group tolerance, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   3.27972
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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